June 26th, 2026: The Shocking Collapse Of Cuba's Military & Ukraine's Deep Strikes

In this episode of The President's Daily Brief:

• The Trump administration continues to ratchet up pressure on Cuba, but if tensions were ever to turn military, Havana may have little ability to respond. We'll examine the dramatic collapse of Cuba's once-feared armed forces and how one of the Cold War's most formidable militaries became a shadow of its former self.

• Ukraine continues taking the fight deeper into Russia, striking key oil facilities as part of its long-range drone campaign. We'll explain how the attacks are forcing Moscow to reposition valuable air defenses away from the front lines.

• North Korea enters a new era of naval power after commissioning its first destroyer capable of carrying nuclear-armed missiles, marking a significant expansion of Pyongyang's maritime ambitions.

• In today's Back of the Brief—Venezuela is reeling from its worst earthquakes in nearly six decades as rescue crews search for survivors and authorities race to assess the full scale of the devastation.

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